3,5-Dihydroxy-2-(3-hydroxy-2-methoxyphenyl)-7-methoxychromen-4-one

Details

• Internal ID: 3aeac859-ba94-46f2-a3d2-f6ccbfd4c281
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-2-(3-hydroxy-2-methoxyphenyl)-7-methoxychromen-4-one
• InChI: InChI=1S/C17H14O7/c1-22-8-6-11(19)13-12(7-8)24-17(15(21)14(13)20)9-4-3-5-10(18)16(9)23-2/h3-7,18-19,21H,1-2H3
• InChI Key: NFQZMQAILPAEBD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.7223	72.23%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.5573	55.73%
OATP1B1 inhibitior	+	0.8327	83.27%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6777	67.77%
P-glycoprotein inhibitior	-	0.4444	44.44%
P-glycoprotein substrate	-	0.7727	77.27%
CYP3A4 substrate	+	0.5902	59.02%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.7308	73.08%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.8058	80.58%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5977	59.77%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5550	55.50%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7585	75.85%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.8805	88.05%
Androgen receptor binding	+	0.6911	69.11%
Thyroid receptor binding	+	0.6158	61.58%
Glucocorticoid receptor binding	+	0.8556	85.56%
Aromatase binding	+	0.7646	76.46%
PPAR gamma	+	0.8337	83.37%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8898	88.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.01%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.60%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.31%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.91%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.78%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.68%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.64%	94.73%
CHEMBL2535	P11166	Glucose transporter	88.95%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.34%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.64%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.86%	85.14%
CHEMBL3194	P02766	Transthyretin	84.17%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.96%	90.00%

Plants that contains it

• Iris bungei

Cross-Links

• PubChem: 11012936
• LOTUS: LTS0011075
• wikiData: Q104888838